CA2174000A1 - Procedes de preparation d'un 2,5-diamino-3-hydroxyhexane substitue - Google Patents

Procedes de preparation d'un 2,5-diamino-3-hydroxyhexane substitue

Info

Publication number
CA2174000A1
CA2174000A1 CA002174000A CA2174000A CA2174000A1 CA 2174000 A1 CA2174000 A1 CA 2174000A1 CA 002174000 A CA002174000 A CA 002174000A CA 2174000 A CA2174000 A CA 2174000A CA 2174000 A1 CA2174000 A1 CA 2174000A1
Authority
CA
Canada
Prior art keywords
loweralkyl
independently selected
alkoxy
hydrogen
trifluoromethyl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
CA002174000A
Other languages
English (en)
Other versions
CA2174000C (fr
Inventor
Timothy L. Stuk
Francis A. J. Kerdesky
Linda M. Lijewski
Daniel W. Norbeck
David Scarpetti
Jien-Heh J. Tien
Michael S. Allen
Denton C. Langridge
Laura Melcher
Daniel S. Reno
Hing Leung Sham
Chen Zhao
Anthony R. Haight
M. Robert Leanna
Howard E. Morton
Timothy A. Robbins
Thomas J. Sowin
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
AbbVie Inc
Original Assignee
Individual
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Individual filed Critical Individual
Publication of CA2174000A1 publication Critical patent/CA2174000A1/fr
Application granted granted Critical
Publication of CA2174000C publication Critical patent/CA2174000C/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D221/00Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00
    • C07D221/02Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00 condensed with carbocyclic rings or ring systems
    • C07D221/04Ortho- or peri-condensed ring systems
    • C07D221/06Ring systems of three rings
    • C07D221/14Aza-phenalenes, e.g. 1,8-naphthalimide
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C213/00Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C215/00Compounds containing amino and hydroxy groups bound to the same carbon skeleton
    • C07C215/02Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C215/22Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being unsaturated
    • C07C215/28Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being unsaturated and containing six-membered aromatic rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C225/00Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones
    • C07C225/02Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones having amino groups bound to acyclic carbon atoms of the carbon skeleton
    • C07C225/14Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones having amino groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being unsaturated
    • C07C225/16Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones having amino groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being unsaturated and containing six-membered aromatic rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C251/00Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
    • C07C251/32Oximes
    • C07C251/34Oximes with oxygen atoms of oxyimino groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
    • C07C251/36Oximes with oxygen atoms of oxyimino groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals with the carbon atoms of the oxyimino groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C251/40Oximes with oxygen atoms of oxyimino groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals with the carbon atoms of the oxyimino groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of an unsaturated carbon skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00Carboxylic acid nitriles
    • C07C255/01Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
    • C07C255/32Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring
    • C07C255/42Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring the carbon skeleton being further substituted by singly-bound nitrogen atoms, not being further bound to other hetero atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C269/00Preparation of derivatives of carbamic acid, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C269/06Preparation of derivatives of carbamic acid, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups by reactions not involving the formation of carbamate groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C271/00Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C271/06Esters of carbamic acids
    • C07C271/08Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
    • C07C271/10Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C271/20Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of hydrocarbon radicals substituted by nitrogen atoms not being part of nitro or nitroso groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D209/00Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/44Iso-indoles; Hydrogenated iso-indoles
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07BGENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00Indexing scheme relating to specific properties of organic compounds
    • C07B2200/07Optical isomers

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Other In-Based Heterocyclic Compounds (AREA)
  • Indole Compounds (AREA)
CA002174000A 1993-10-22 1994-09-26 Procedes de preparation d'un 2,5-diamino-3-hydroxyhexane substitue Expired - Lifetime CA2174000C (fr)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US14179593A 1993-10-22 1993-10-22
US08/141,795 1994-07-27
US08/281,502 1994-07-27
US08/281,502 US5491253A (en) 1993-10-22 1994-07-27 Process for the preparation of a substituted 2,5-diamino-3-hydroxyhexane
PCT/US1994/010852 WO1995011224A1 (fr) 1993-10-22 1994-09-26 Procedes de preparation d'un 2,5-diamino-3-hydroxyhexane substitue

Publications (2)

Publication Number Publication Date
CA2174000A1 true CA2174000A1 (fr) 1995-04-27
CA2174000C CA2174000C (fr) 2005-05-24

Family

ID=26839452

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002174000A Expired - Lifetime CA2174000C (fr) 1993-10-22 1994-09-26 Procedes de preparation d'un 2,5-diamino-3-hydroxyhexane substitue

Country Status (11)

Country Link
US (11) US5491253A (fr)
EP (2) EP0724563B1 (fr)
JP (2) JP3822233B2 (fr)
AT (2) ATE183993T1 (fr)
CA (1) CA2174000C (fr)
DE (2) DE69420421T2 (fr)
DK (2) DK0916646T3 (fr)
ES (2) ES2138667T3 (fr)
GR (1) GR3031939T3 (fr)
PT (1) PT916646E (fr)
WO (1) WO1995011224A1 (fr)

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EP0748801B1 (fr) * 1994-03-02 2001-12-19 Daicel Chemical Industries, Ltd. Derive de la 2-isoxazoline, son procede de production et procede de production de ses derives associes
JP3338227B2 (ja) * 1995-02-28 2002-10-28 高砂香料工業株式会社 ケトニトリル誘導体及びヘキセノン誘導体の製造方法
US6037157A (en) 1995-06-29 2000-03-14 Abbott Laboratories Method for improving pharmacokinetics
US5932766A (en) * 1997-05-30 1999-08-03 Abbott Laboratories Process for the preparation of substituted keto-enamines
CO5090830A1 (es) 1998-07-20 2001-10-30 Abbott Lab Poliformo de un agente farmaceutico
US6307090B1 (en) 1999-01-22 2001-10-23 The United States Of America As Represented By The Department Of Health And Human Services Acylated oligopeptide derivatives having cell signal inhibiting activity
US7226991B1 (en) * 1999-03-23 2007-06-05 United States Of America, Represented By The Secretary, Department Of Health And Human Services Phenylalanine derivatives
CA2368733C (fr) * 1999-03-23 2014-10-07 Terrence R. Burke, Jr. Derives de phenylalanine
US6765019B1 (en) 1999-05-06 2004-07-20 University Of Kentucky Research Foundation Permeable, water soluble, non-irritating prodrugs of chemotherapeutic agents with oxaalkanoic acids
US6573409B1 (en) * 1999-07-02 2003-06-03 The Nutrasweet Company Process for the preparation of 3,3-dimethylbutanal
EP1219609B1 (fr) * 1999-09-16 2007-04-04 Tanabe Seiyaku Co., Ltd. Composes cycliques aromatiques azotes a six elements
IT1313624B1 (it) 1999-09-21 2002-09-09 Archimica Spa Ora Clariant Lif Procedimento per la sintesi del ritonavir
US7871981B2 (en) * 1999-10-22 2011-01-18 The United States Of America As Represented By The Department Of Health And Human Services Inhibition of cell motility, angiogenesis, and metastasis
JP2003512334A (ja) 1999-10-22 2003-04-02 アメリカ合衆国 Grb−2sh−2ドメインの阻害剤による細胞運動性及び脈管形成の阻害
DK2269591T3 (en) 2000-01-19 2018-07-16 Abbvie Inc IMPROVED PHARMACEUTICAL FORMULATIONS
US7425537B2 (en) * 2000-08-22 2008-09-16 The United States Of America As Represented By The Secretary Of The Department Of Health And Human Services SH2 domain binding inhibitors
AU2001285133A1 (en) * 2000-08-22 2002-03-04 The Government Of The United States Of America, Represented By The Secretary, Department Of Health And Human Services SH2 domain binding inhibitors
US7060165B2 (en) * 2002-02-14 2006-06-13 Pcbu Services, Inc. Processes for purification and production of fluorocarbons
EP1411045B1 (fr) * 2002-10-18 2008-01-16 Tohru Yokozawa Procédé de préparation d'aminoalcools optiquement actifs
US20040138104A1 (en) * 2003-01-14 2004-07-15 The Government Of The United States Of America Represented By The Secretary, Peptides
US6933504B2 (en) * 2003-03-12 2005-08-23 General Electric Company CT detector having a segmented optical coupler and method of manufacturing same
US20050119163A1 (en) * 2003-09-18 2005-06-02 The Government Of The United States Of America, As Represented By The Secretary, SH2 domain binding inhibitors
WO2006090264A1 (fr) * 2005-02-28 2006-08-31 Ranbaxy Laboratories Limited Procede de synthese de 2-amino-5- amino protege-3-hydroxy-1, 6-diphenylhexane ou un sel de celui-ci un intermediaire pour medicaments antiviraux
ES2400693T3 (es) 2005-09-02 2013-04-11 Amgen Inc. Regulación del equilibrio de fluido intestinal usando calcimiméticos
US20080160204A1 (en) * 2006-12-28 2008-07-03 Lavoie Adrien R Spontaneous copper seed deposition process for metal interconnects
WO2008149228A1 (fr) * 2007-06-08 2008-12-11 Aurobindo Pharma Limited Procédé perfectionné pour la préparation de (2s,3s,5s)-5-amino-2-n,n-dibenzylamino-3-hydroxy-1,6-diphénylhexane sensiblement pur
JP5204438B2 (ja) * 2007-07-31 2013-06-05 東ソ−・エフテック株式会社 含フッ素アミン化合物の製造方法
CN101967130B (zh) * 2010-07-02 2012-12-26 厦门市亨瑞生化有限公司 利托那韦中间体的合成方法
CN107602454B (zh) * 2017-09-19 2020-12-01 佛山科学技术学院 磺酰胺类化合物及其制备方法和用途
US10529439B2 (en) 2017-10-24 2020-01-07 Spin Memory, Inc. On-the-fly bit failure detection and bit redundancy remapping techniques to correct for fixed bit defects
US10438995B2 (en) 2018-01-08 2019-10-08 Spin Memory, Inc. Devices including magnetic tunnel junctions integrated with selectors
CN113636957A (zh) * 2021-08-24 2021-11-12 广东东阳光药业有限公司 利托那韦中间体的晶体及其制备方法

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GB1383186A (en) * 1972-07-26 1975-02-05 Luso Farmaco Inst Beta-aminoketone derivatives
US5142056A (en) * 1989-05-23 1992-08-25 Abbott Laboratories Retroviral protease inhibiting compounds
US5177259A (en) * 1986-04-11 1993-01-05 Warner-Lambert Company Diarylalkanoids having activity as lipoxygenase inhibitors
WO1988002374A2 (fr) * 1986-09-30 1988-04-07 The Upjohn Company Peptides inhibiteurs de la rennine presentant des parties nouvelles a terminaison en c
NO169837C (no) * 1987-12-21 1992-08-12 Astra Ab Analogifremgangsmaate for fremstilling av nye terapeutisk aktive forbindelser
DE3829594A1 (de) * 1988-09-01 1990-03-15 Bayer Ag Neue renininhibitoren, verfahren zur herstellung und ihre verwendung in arzneimitteln
US5354866A (en) * 1989-05-23 1994-10-11 Abbott Laboratories Retroviral protease inhibiting compounds
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JPH06184069A (ja) * 1991-11-19 1994-07-05 Lonza Ag α−ヒドロキシ−β−アミノカルボン酸の製造方法
EP1302468B1 (fr) * 1992-12-29 2008-12-17 Abbott Laboratories Procédés et intermédiaires pour la préparation d'inhibiteurs de protéase rétrovirale
IL110752A (en) * 1993-09-13 2000-07-26 Abbott Lab Liquid semi-solid or solid pharmaceutical composition for an HIV protease inhibitor

Also Published As

Publication number Publication date
US5543549A (en) 1996-08-06
WO1995011224A1 (fr) 1995-04-27
ATE238983T1 (de) 2003-05-15
US5565604A (en) 1996-10-15
GR3031939T3 (en) 2000-03-31
DK0724563T3 (da) 2000-03-20
US5569777A (en) 1996-10-29
EP0916646A2 (fr) 1999-05-19
US5625092A (en) 1997-04-29
DE69420421D1 (de) 1999-10-07
DE69432611D1 (de) 2003-06-05
ES2198094T3 (es) 2004-01-16
US5491253A (en) 1996-02-13
US5543552A (en) 1996-08-06
CA2174000C (fr) 2005-05-24
DE69432611T2 (de) 2004-03-18
JP2006206597A (ja) 2006-08-10
JP3822233B2 (ja) 2006-09-13
JP4172717B2 (ja) 2008-10-29
EP0916646A3 (fr) 1999-08-18
ATE183993T1 (de) 1999-09-15
EP0724563B1 (fr) 1999-09-01
DE69420421T2 (de) 2000-05-04
PT916646E (pt) 2003-09-30
HK1011677A1 (en) 1999-07-16
US5508409A (en) 1996-04-16
US5654466A (en) 1997-08-05
US5541328A (en) 1996-07-30
US5616776A (en) 1997-04-01
EP0724563A1 (fr) 1996-08-07
ES2138667T3 (es) 2000-01-16
DK0916646T3 (da) 2003-08-25
US5543551A (en) 1996-08-06
EP0916646B1 (fr) 2003-05-02
JPH09504024A (ja) 1997-04-22

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Effective date: 20140926